Tandem Neat Synthesis of Substituted Pyrano[3,2-c]chromen-5-ones: Unraveling the Camphor-10-sulfonic Acid Catalysis
subject: camphor-10-sulfonic acid; neat synthesis; one pot synthesis; organocatalysis; pyrano[3,2-c]chromen-5-ones
description: Abstract: Camphor-10-sulfonic acid (CSA) is valued for its wide range of solubility, user friendliness, cost effectiveness, and catalytic activity. This work presents a catalytic approach using a minimal amount of CSA to promote a one-pot reaction between aromatic aldehydes, acetophenones, and 4-hydroxycoumarin. This tandem neat strategy delivers the desired 2,4-diarylpyrano[3,2-c]chromen-5-one derivatives in excellent yields (6592%). The product identity was confirmed by 1H and 13C NMR and LCMS characterization. The scalability of the method is demonstrated by achieving consistent yields in gram-scale reactions, highlighting its potential for industrial applications. Mechanistic insights were gained through controlled experiments, providing a valuable understanding of the role of CSA in catalyzing the formation of the target compounds. Pleiades Publishing, Ltd. 2025.
creator: Jayalakshmi, M.; Devasia, J.; Nizam, A.; Vasantha, V.L.; Krishna, S.B.N.; Adam, J.K.; Dateer, R.B.
source: Russian Journal of Organic Chemistry;Volume;61;Issue;1;pp.147-156
publisher: Pleiades Publishing
date: 01-01-2025
rights: Restricted Access; Hardcopy may be available in the library
relation: ISSN: 10704280; CODEN: RJOCE
format: online
language: English
type: Article
coverage: Jayalakshmi M., Department of Chemistry, CHRIST (Deemed to be University), Karnataka, Bangalore, 5600229, India; Devasia J., Department of Life Sciences, CHRIST (Deemed to be University), Karnataka, Bangalore, 560029, India; Nizam A., Department of Chemistry, CHRIST (Deemed to be University), Karnataka, Bangalore, 5600229, India; Vasantha V.L., Department of Life Sciences, CHRIST (Deemed to be University), Karnataka, Bangalore, 560029, India; Krishna S.B.N., Department of Biomedical and Clinical Technology, Durban University of Technology, Durban, 4000, South Africa; Adam J.K., Department of Biomedical and Clinical Technology, Durban University of Technology, Durban, 4000, South Africa; Dateer R.B., Centre for Nano and Material Sciences, Jain University, Jain Global Campus, Karnataka, Ramanagaram, 562112, India